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The Headless Horseman is the main antagonist of The Legend of Sleepy Hollow, the second half of Disney's 1949 animated feature film The Adventures of Ichabod and Mr. Toad.

Appearances

Disney Comics

In Carl Barks' Donald Duck story The Golden Helmetone of the items shown in the Duckburg Museum is "the Headless Horseman's toupee".

The Legend of Sleepy Hollow

Brom Bones tells Ichabod Crane the story of the Headless Horseman, who is the ghost of a Hessian Soldier who lost his head to a stray cannonball long ago during the Revolutionary War. Every Halloween night he rides in Sleepy Hollow looking for a new head. The best way to escape him is to cross the bridge, as the Horseman's dark powers are limited only to the woods.

That very night, Ichabod rides home alone and keeps imagining that he is being followed. When he finds that it's only cattails bumping on a log, Ichabod and his horse hysterically laugh, but suddenly stop as another, more sinister laugh joins them. They both slowly turn around to find the Headless Horseman about to attack them, sword at the ready. He gives chase, laughing all the while. When Ichabod momentarily is trapped on the Horseman's own black steed, he looks down the Horseman's neck to find nothing but evil hollow laughter. Ichabod runs for the bridge and barely manages to make it across. As Ichabod turns around, he screams as the black horse rears up and the Headless Horseman throws a flaming jack o' lantern right at him.

The very next morning, Ichabod's hat was found next to a shattered pumpkin. However, Ichabod had vanished. Rumors about Ichabod still alive and married to a wealthy widow in a distant county are all but dismissed, as the good townsfolk of Sleepy Hollow know that he must have been spirited away (or most likely killed) by the Headless Horseman himself.

House of Mouse

The Headless Horseman appears in House of Mouse, as a recurring guest in the audience.

The Cat That Looked at a King

The Headless Horseman is briefly mentioned by the King, who says he once displeased him, and subsequently "lost his head", implying that the Horseman was beheaded on order of the King.

Mickey Mouse

The Headless Horseman makes a cameo in the special "The Scariest Story Ever: A Mickey Mouse Halloween Spooktacular", where while trick-or-treating, Goofy sees him take the place of a statue and give his iconic laugh, much to his horror.

Disney Parks

The Headless Horseman is part of various Halloween festivities at Walt Disney World, leading the Boo to You Parade at Mickey's Not So Scary Halloween Party and being the center of a Sleepy Hollow themed haunted hayride at Fort Wilderness.

At Hong Kong Disneyland, the Headless Horseman was the host of the 2011 Halloween festivities. He leads the Halloween parade and starred in a new haunted maze in Adventureland, The Revenge of the Headless Horseman. Here, a member of an Adventurers Club has claimed to have found his head and is presenting it in a sideshow exhibit, provoking the Horseman's wrath. This attraction proved popular enough to become a recurring feature of the event.

The Headless Horseman made his debut as part of Mickey's Halloween Party at Disneyland in 2016, leading the Frightfully Fun Parade.

The Horseman also has a spell card known as "The Headless Horseman's Exploding Jack-O-Lantern" in the attraction Sorcerers of the Magic Kingdom.

Trivia

  • It is unknown whether or not the Headless Horseman was a real phantom or Brom Bones in disguise (as it was heavily implied in the book that the movie was based on). However, there are some suggestions that the Horseman was indeed an actual phantom, for even when Ichabod's fearful imagination is shown beforehand, his horse could not have imagined it all after hearing that frightful laugh. Some of these things appear to confirm the existence of the Horseman:
    • Ichabod had looked inside his cloak, seeing nothing there.
    • Brom's horse did not have red eyes and a black mane like the Horseman's did.
    • Brom needed a saddle, reins, and a bridle to ride his horse, while the Horseman apparently didn't. His implied spiritual nature would likely allow him to remain on his horse without any real support.
    • The Horseman appeared to be slightly skinnier than Brom.
    • The Horseman pulled his fiery pumpkin head out of nowhere when he threw it at Ichabod, almost is though it were by magic.
  • It is unknown how the Horseman died as it was never stated in the film. In the original short story, it is said that he was a Hessian soldier whose head was blown off by a cannonball.
  • In many early versions of the Haunted Mansion, the Headless Horseman was to be a focal point of the attraction's graveyard climax.
  • The Headless Horseman is one of the very few Disney villains to actually "win" rather than being defeated at the end of his/her film.
  • A portrait of the Headless Horseman can be seen in the video game Epic Mickey; in Lonesome Manor's library.
  • Despite making a small appearance, the Headless Horseman is considered one of the darkest and most disturbing Disney villains.
  • The Headless Horseman appeared on the Wonderful World of Disney the same Sunday night that The Beatles were on The Ed Sullivan Show.

Gallery

Screenshots

Merchandise and Miscellaneous


v - e - d
The-adventures-of-ichabod-and-mr-toad-logo
Media
The Adventures of Ichabod and Mr. ToadVideoThe Wind in the WillowsThe Legend of Sleepy Hollow
Disney Parks
Mr. Toad's Wild RideStorybook Land Canal Boats

Restaurants: Toad Hall Restaurant
Halloween: Frightfully Fun ParadeGlow in the Park Halloween ParadeMickey's Boo-to-You Halloween ParadeThe Revenge of the Headless Horseman

Characters
J. Thaddeus ToadCyril ProudbottomRattyMoleAngus MacBadgerMr. WinkieWeaselsJudgeProsecutorCourt ClerkIchabod CraneKatrina Van TasselBrom BonesTildaBaltus Van TasselIchabod's horseThe Headless Horseman
Songs
The Merrily SongIchabod CraneKatrinaHeadless Horseman


v - e - d
Disney Villains Logo
Members
The Evil QueenChernabogQueen of HeartsCaptain HookMaleficentCruella de VilUrsulaJafarScarHadesDoctor Facilier

Other Members: Big Bad WolfPeteThe Headless HorsemanMortimer MouseBr'er FoxBr'er BearHonest John and GideonStromboliThe CoachmanMonstroRingmasterPink ElephantsDiabloHitchhiking GhostsLonesome GhostsLady TremaineAnastasia TremaineDrizella TremaineLuciferMr. SmeeSi and AmJasper and HoraceMadam MimKaaShere KhanEdgar BalthazarPrince JohnSir HissSheriff of NottinghamMadame MedusaAmos SladeHorned KingRatiganFeliciaBill SykesHeffalumpsWoozlesFlotsam and JetsamPercival McLeachGastonIagoShenzi, Banzai, and EdOogie BoogieGovernor RatcliffeClaude FrolloPain and PanicFatesShan YuClaytonYzmaKronkCaptain GantuDr. HämstervielDOR-15Michale "Goob" YagoobianQueen NarissaLawrenceMother GothelThe Stabbington BrothersKing CandySour BillHansYokaiTamatoa
Pixar Villains: Sid PhillipsHopperEmperor ZurgRandall BoggsHenry J. Waternoose IIISyndromeLots-o'-Huggin' Bear
Guest Villains: Sarah SandersonWinifred SandersonMary Sanderson

Disney Parks
Celebrate A Dreams Come True ParadeCelebrate the MagicCinderella Castle Mystery TourClub VillainDisney's FantillusionDisney's Maleficious Halloween PartyDisney's Not-So-Scary Halloween ShowDisney's Once Upon a Dream ParadeDisney Dreams!Disney's Stars 'n' Cars... As Never Seen BeforeFantasmic!Feel the MagicFrightfully Fun ParadeGlow in the Park Halloween ParadeHappy HallowishesHocus Pocus Villain SpelltacularInferno Dance PartyIt's Good To Be Bad With The Disney VillainsIt's Good to Be Bad Villainous CelebrationIt's Party Time... with Mickey and Friends... and the Disney VillainsMickey's Boo-to-You Halloween ParadeMickey and his Magic Halloween NightRe-Villains! Halloween ParadeSorcerers of the Magic KingdomThe Disney Villains Halloween ShowtimeThe Nightmare ExperimentThe Villains WorldUnleash the VillainsVillains GardensVillainy in the SkyVillains Mix and MingleVillains Night Out!Villains Tonight!WishesWorld of Color
Media
Mickey's House of VillainsOnce Upon a HalloweenDisney Villains: Simply Sinister Songs

Video Games: Disney Villains ChallengeDisney's Villains' Revenge
Books: Disney Villains: The Essential GuideDisney Villains: Delightfully Evil: The Creation • The Inspiration • The Fascination

See Also
Miscellaneous Disney villains


v - e - d
Disney's Mickey Mouse - 2013 TV Series Logo
Media
Mickey MouseWhere's My Mickey?Comic book
Disney Parks
Mickey and Minnie's Runaway RailwayWorld of Color: CelebrateWe Love Mickey!
Characters
Main: Mickey MouseMinnie MouseDonald DuckDaisy DuckGoofyPluto

Supporting: PeteLudwig Von DrakeScrooge McDuckClarabelle CowMickey's ScooterYetiGubblesBady PandaBear DoctorJosé CariocaPanchito PistolesChip 'n' DaleSleepyDocBashfulHappyGrumpyDopeySneezyForest AnimalsHuey, Dewey, and LouieOrphansGiant SquidChernabog and his minionsBeagle BoysSpike the BeeEricaMartian RobotMorty and Ferdie Fieldmouse
Cameos: Prince CharmingCinderellaCasey JuniorWalt DisneyHorace HorsecollarOswald the Lucky RabbitClara CluckWillie the WhaleLadyTrampBelleBeastGyro GearlooseKing LouieFlunkeyBandar-logBuzzy, Flaps, Ziggy, and DizzySnow WhiteGeppettoPinocchioMortimer MouseThe Three Little PigsTeenagersBig Bad WolfThe Evil QueenPhantom BlotThe Headless HorsemanDirty BillHumphrey the BearMary PoppinsThumperBambiJafarRaja

Episodes
Season 1: "No Service" • "Yodelberg" • "Croissant de Triomphe" • "New York Weenie" • "Tokyo Go" • "Stayin' Cool" • "Gasp!" • "Panda-monium" • "Bad Ear Day" • "Ghoul Friend" • "Dog Show" • "O Sole Minnie" • "Potatoland" • "Sleepwalkin'" • "Flipperboobootosis" • "Tapped Out" • "Third Wheel" • "The Adorable Couple"

Season 2: "Cable Car Chaos" • "Fire Escape" • "Eau de Minnie" • "O Futebol Clássico" • "Down the Hatch" • "Goofy's Grandma" • "Captain Donald" • "Mumbai Madness" • "The Boiler Room" • "Space Walkies" • "Mickey Monkey" • "Clogged" • "Goofy's First Love" • "Doggone Biscuits" • "Workin' Stiff" • "Al Rojo Vivo" • "Bottle Shocked" • "A Flower for Minnie" • "Bronco Busted"
Season 3: "Coned!" • "One Man Band" • "Wish Upon a Coin" • "Movie Time" • "Shifting Gears" • "Black and White" • "­­¡Feliz Cumpleaños!" • "Wonders of the Deep" • "Road Hogs" • "No" • "Roughin' It" • "Dancevidaniya" • "Couple Sweaters" • "Turkish Delights" • "Sock Burglar" • "Ku'u Lei Melody" • "Entombed" • "No Reservations" • "Split Decision" • "Good Sports"
Season 4: "Swimmin' Hole" • "Canned" • "Touchdown and Out" • "Locked in Love" • "Bee Inspired" • "Shipped Out" • "Three-Legged Race" • "Nature's Wonderland" • "The Birthday Song" • "The Perfect Dream" • "Feed the Birds" • "Carnaval" • "Year of the Dog" • "The Fancy Gentleman" • "New Shoes" • "Springtime" • "Dumb Luck" • "Flushed!"
Specials: "Duck the Halls: A Mickey Mouse Christmas Special" • "The Scariest Story Ever: A Mickey Mouse Halloween Spooktacular"

Locations
Snack ShackCafe MinniePatisserie Daisy

Places in the World: Paris, FranceNew York City, New YorkTokyo, JapanBeijing, ChinaVenice, ItalyIdahoSan Francisco, CaliforniaBrazilIndiaPamplona, SpainMonacoLondon, EnglandMexicoMoscow, RussiaTurkeyHawaiiEgyptKorea
Allusions to Disneyland: Main Street Electrical ParadeKing Arthur CarrouselThe Haunted MansionGreat Moments with Mr. LincolnSpace MountainRocket to the MoonMine Train Through Nature's Wonderland

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